Helix formation in preorganized β/γ-peptide foldamers

Hydrogen-bond analogy to the α-helix without α-amino acid residues

Li Guo, Aaron M. Almeida, Weicheng Zhang, Andrew G. Reidenbach, Soo Hyuk Choi, Ilia A. Guzei, Samuel H. Gellman

Research output: Contribution to journalArticle

73 Citations (Scopus)

Abstract

We report the first high-resolution structural data for the β/γ-peptide 13-helix (i,i+3 CO⋯HN H-bonds), a secondary structure that is formed by oligomers with a 1:1 alternation of β- and γ-amino acid residues. Our characterization includes both crystallophaphic and 2D NMR data. Previous studies suggested that β/γ-peptides constructed from conformationally flexible residues adopt a different helical secondary structure in solution. Our design features preorganized β- and γ-residues, which strongly promote 13-helical folding by the 1:1 β/γ backbone.

Original languageEnglish
Pages (from-to)7868-7869
Number of pages2
JournalJournal of the American Chemical Society
Volume132
Issue number23
DOIs
Publication statusPublished - 2010 Jun 16

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Peptides
Amino acids
Hydrogen
Hydrogen bonds
Amino Acids
Oligomers
Nuclear magnetic resonance

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Guo, Li ; Almeida, Aaron M. ; Zhang, Weicheng ; Reidenbach, Andrew G. ; Choi, Soo Hyuk ; Guzei, Ilia A. ; Gellman, Samuel H. / Helix formation in preorganized β/γ-peptide foldamers : Hydrogen-bond analogy to the α-helix without α-amino acid residues. In: Journal of the American Chemical Society. 2010 ; Vol. 132, No. 23. pp. 7868-7869.
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Helix formation in preorganized β/γ-peptide foldamers : Hydrogen-bond analogy to the α-helix without α-amino acid residues. / Guo, Li; Almeida, Aaron M.; Zhang, Weicheng; Reidenbach, Andrew G.; Choi, Soo Hyuk; Guzei, Ilia A.; Gellman, Samuel H.

In: Journal of the American Chemical Society, Vol. 132, No. 23, 16.06.2010, p. 7868-7869.

Research output: Contribution to journalArticle

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T2 - Hydrogen-bond analogy to the α-helix without α-amino acid residues

AU - Guo, Li

AU - Almeida, Aaron M.

AU - Zhang, Weicheng

AU - Reidenbach, Andrew G.

AU - Choi, Soo Hyuk

AU - Guzei, Ilia A.

AU - Gellman, Samuel H.

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